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Levetiracetam information


Levetiracetam
Clinical data
Pronunciation/lɛvɪtɪˈræsɪtæm/
Trade namesKeppra, Elepsia, Spritam, others
AHFS/Drugs.comMonograph
MedlinePlusa699059
License data
  • US DailyMed: Levetiracetam
Pregnancy
category
  • AU: B3[1]
Routes of
administration
By mouth, intravenous
Drug classRacetam anticonvulsant
ATC code
  • N03AX14 (WHO)
Legal status
Legal status
  • AU: S4 (Prescription only)
  • BR: Class C1 (Other controlled substances)[2]
  • CA: ℞-only
  • UK: POM (Prescription only)[3]
  • US: ℞-only[4][5][6]
  • EU: Rx-only
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability≈100%
Protein binding<10%
MetabolismEnzymatic hydrolysis of acetamide group
Elimination half-life6–8 hrs
ExcretionKidney
Identifiers
IUPAC name
  • (S)-2-(2-Oxopyrrolidin-1-yl)butanamide
CAS Number
  • 102767-28-2 checkY
PubChem CID
  • 5284583
IUPHAR/BPS
  • 6826
DrugBank
  • DB01202 ☒N
ChemSpider
  • 4447633 checkY
UNII
  • 44YRR34555
KEGG
  • D00709 checkY
ChEBI
  • CHEBI:6437 ☒N
ChEMBL
  • ChEMBL1286 checkY
ECHA InfoCard100.121.571 Edit this at Wikidata
Chemical and physical data
FormulaC8H14N2O2
Molar mass170.212 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • O=C1N([C@H](C(=O)N)CC)CCC1
InChI
  • InChI=1S/C8H14N2O2/c1-2-6(8(9)12)10-5-3-4-7(10)11/h6H,2-5H2,1H3,(H2,9,12)/t6-/m0/s1 checkY
  • Key:HPHUVLMMVZITSG-LURJTMIESA-N checkY
 ☒NcheckY (what is this?)  (verify)

Levetiracetam, sold under the brand name Keppra among others, is a medication used to treat epilepsy.[7] It is used for partial-onset, myoclonic, or tonic–clonic seizures and is taken either by mouth as an immediate or extended release formulation or by injection into a vein.[7]

Common side effects of levetiracetam include sleepiness, dizziness, feeling tired, and aggression.[7] Severe side effects may include psychosis, suicide, and allergic reactions such as Stevens–Johnson syndrome or anaphylaxis.[7] Levetiracetam is the S-enantiomer of etiracetam.[8] Its mechanism of action is not yet clear.[7]

Levetiracetam was approved for medical use in the United States in 1999[7] and is available as a generic medication.[9] In 2021, it was the 101st most commonly prescribed medication in the United States, with more than 6 million prescriptions.[10][11] It is on the World Health Organization's List of Essential Medicines.[12]

  1. ^ "Levetiracetam Use During Pregnancy". Drugs.com. Archived from the original on 6 March 2019. Retrieved 5 March 2019.
  2. ^ Anvisa (31 March 2023). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 4 April 2023). Archived from the original on 3 August 2023. Retrieved 16 August 2023.
  3. ^ "Keppra 100 mg/ml concentrate for solution for infusion - Summary of Product Characteristics (SmPC)". (emc). Archived from the original on 24 October 2021. Retrieved 9 September 2020.
  4. ^ Cite error: The named reference Keppra tablet FDA label was invoked but never defined (see the help page).
  5. ^ "Keppra XR- levetiracetam tablet, film coated, extended release". DailyMed. 4 November 2019. Archived from the original on 29 July 2021. Retrieved 9 September 2020.
  6. ^ "Keppra- levetiracetam injection, solution, concentrate". DailyMed. 4 November 2019. Archived from the original on 21 January 2016. Retrieved 9 September 2020.
  7. ^ a b c d e f "Levetiracetam Monograph for Professionals". Drugs.com. AHFS. Archived from the original on 24 March 2019. Retrieved 14 January 2019.
  8. ^ Cavanna AE (2018). Behavioural Neurology of Anti-Epileptic Drugs: A Practical Guide. Oxford University Press. p. 17. ISBN 9780198791577.
  9. ^ British national formulary: BNF 76 (76 ed.). Pharmaceutical Press. 2018. p. 319. ISBN 9780857113382.
  10. ^ "The Top 300 of 2021". ClinCalc. Archived from the original on 15 January 2024. Retrieved 14 January 2024.
  11. ^ "Levetiracetam - Drug Usage Statistics". ClinCalc. Archived from the original on 4 January 2024. Retrieved 14 January 2024.
  12. ^ World Health Organization (2023). The selection and use of essential medicines 2023: web annex A: World Health Organization model list of essential medicines: 23rd list (2023). Geneva: World Health Organization. hdl:10665/371090. WHO/MHP/HPS/EML/2023.02.

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Levetiracetam, sold under the brand name Keppra among others, is a medication used to treat epilepsy. It is used for partial-onset, myoclonic, or tonic–clonic...

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Brivaracetam

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under the brand name Briviact among others, is a chemical analog of levetiracetam, a racetam derivative with anticonvulsant (antiepileptic) properties...

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Anticonvulsant

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Ethadione. Beclamide. Primidone (1952). Brivaracetam (2016). Etiracetam. Levetiracetam (1999). Seletracetam. The following are succinimides: Ethosuximide (1955)...

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pramiracetam and phenylpiracetam are considered nootropics. Others such as levetiracetam, brivaracetam, and seletracetam are anticonvulsants. There is no universally...

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Epilepsy and pregnancy

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contraception. Brivaracetam, clonazepam, ethosuximide, gabapentin, levetiracetam, lacosamide, pregabalin, valproic acid and zonisamide are examples of...

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SV2A

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The protein is targeted by the anti-epileptic drugs (anticonvulsants) levetiracetam and brivaracetam. SV2B GRCh38: Ensembl release 89: ENSG00000159164 –...

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Craniotomy

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operatively. Traditionally this has been phenytoin, but now is increasingly levetiracetam as it has a lower risk of drug-drug interactions. Medicine portal Decompressive...

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Piracetam

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structure with pyroglutamic acid. Related drugs include the anticonvulsants levetiracetam and brivaracetam, and the putative nootropics aniracetam and phenylpiracetam...

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Peripheral neuropathy

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antiepileptic medications (gabapentin, pregabalin, oxcarbazepine zonisamide levetiracetam, lamotrigine, topiramate, clonazepam, phenytoin, lacosamide, sodium...

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Etiracetam

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nootropic drug. It is racemic; its biologically active enantiomeric form is levetiracetam, now marketed as an antiepileptic drug. Piracetam Sara SJ (1980). "Memory...

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Generalized epilepsy

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generalized epilepsy: Brand Name: Felbatol Generic Name: Felbamate Levetiracetam Zonisamide Topiramate Valproate Lamotrigine Perampanel Valproate, a...

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Topiramate

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found that topiramate is one of the very few anticonvulsants [see: levetiracetam, carbamazepine, lamotrigine] that do not induce apoptosis in young animals...

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Cocaine

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Cilnidipine Cinnarizine Dotarizine Efonidipine Flunarizine Lamotrigine Levetiracetam Lomerizine Loperamide Mibefradil NP078585 Ruthenium red TROX-1 α2δ subunit-selective...

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Hypomania

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mania/hypomania but considered less effective include: Gabapentin Lamotrigine Levetiracetam Topiramate The Ancient Greek physicians Hippocrates and Aretaeus called...

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Status epilepticus

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should be given, including valproic acid (valproate), fosphenytoin, levetiracetam, or a similar substance(s). While empirically based treatments exist...

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antipsychotic used to treat schizophrenia and schizoaffective disorder Keppra (levetiracetam) – an anticonvulsant drug which is sometimes used as a mood stabilizer...

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Ketamine

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Phenibut

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Brazilian Controlled Drugs and Substances Act

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60364-26-3 , CID 6377520 from PubChem) Lacosamide Lamotrigine Leflunomide Levetiracetam Levomepromazine Levomilnacipran Lisuride Lithium Loperamide Loxapine...

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Epilepsy

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lamotrigine are recommended as first-line treatment for focal seizures, with levetiracetam and valproate as second-line due to issues of cost and side effects...

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Gabapentin

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